Dimethyl Sulfoxide → 4-methoxy-N7-(2-methoxy-ethyl)-N7-methyl-benzothiazole-2,7-diamine

HRID 8352

Reaction equation

HRID 8352 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:11][CH2:12][O:13][CH3:14])[CH3:10])=[CH:5][C:4]=1[NH:15][C:16]([NH2:18])=[S:17].Br.CC(O)=O.CS(C)=O>CC(O)=O>[CH3:1][O:2][C:3]1[C:4]2[N:15]=[C:16]([NH2:18])[S:17][C:5]=2[C:6]([N:9]([CH2:11][CH2:12][O:13][CH3:14])[CH3:10])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 22015743{2-Methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea

Product 1

HCID 220157444-methoxy-N7-(2-methoxy-ethyl)-N7-methyl-benzothiazole-2,7-diamine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

From {2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea with HBr—AcOH (2 equiv.) and DMSO (1.1 equiv.) in AcOH. ES-MS m/e (%): 268 (M+H+, 100).

Sources & evidence

ORD record
ord-225d37cb45ef48c3874c2173b78719eb
Source dataset
uspto-grants-2006_08
Patent number
US07087761B2

Linked notes

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